TY - JOUR
T1 - Comparative study on the inclusion behavior between meso-tetrakis(4-N-ethylpyridiniurmyl)porphyrin and β-cyclodextrin derivatives
AU - Xiliang, Guo
AU - Shaomin, Shuang
AU - Chuan, Dong
AU - Feng, Feng
AU - Wong, Ricky M S
N1 - Funding Information:
This work was supported by the natural science foundation of China (no. 20172035) and the national education committee foundation for the Outstanding Younger Teachers and the Foundation of Shanxi Province.
PY - 2005/1/14
Y1 - 2005/1/14
N2 - 5,10,15,20-Tetrakis(4-N-ethylpyridiniurmyl)porphyrin (TEPyP) formed 1:1 stoichiometry inclusion complexes with β-cyclodextrin (β-CD) and its derivatives including hydroxypropyl-β-cyclodextrin (HP-β-CD), sulfobutylether-β-cyclodextrin (SBE-β-CD) in basic aqueous solution. The supramolecular system was investigated by the methods of fluorescence, UV-vis absorption spectroscopy, nuclear magnetic resonance (NMR) technique. The inclusion ability of cyclodextrins exhibited remarkable difference for β-CD, HP-β-CD and SBE-β-CD. Association constants as high as K = 1.1 × 104M-1 in the case of HP-β-CD/TEPyP and 2.0 × 105M-1 in the case of SBE-β-CD/TEPyP complexes were determined, whereas a lower value (K = 550 M-1) was given in the case of β-CD/TEPyP. The results showed that hydrogen bonding and charge attraction play important roles in the processes of host-guest interaction. The interaction mechanism of inclusion processes could be explained by the analysis of NMR spectroscopy. The supramolecular assembly was formed. β-CD and HP-β-CD approached from the primary face of cavities of CDs.
AB - 5,10,15,20-Tetrakis(4-N-ethylpyridiniurmyl)porphyrin (TEPyP) formed 1:1 stoichiometry inclusion complexes with β-cyclodextrin (β-CD) and its derivatives including hydroxypropyl-β-cyclodextrin (HP-β-CD), sulfobutylether-β-cyclodextrin (SBE-β-CD) in basic aqueous solution. The supramolecular system was investigated by the methods of fluorescence, UV-vis absorption spectroscopy, nuclear magnetic resonance (NMR) technique. The inclusion ability of cyclodextrins exhibited remarkable difference for β-CD, HP-β-CD and SBE-β-CD. Association constants as high as K = 1.1 × 104M-1 in the case of HP-β-CD/TEPyP and 2.0 × 105M-1 in the case of SBE-β-CD/TEPyP complexes were determined, whereas a lower value (K = 550 M-1) was given in the case of β-CD/TEPyP. The results showed that hydrogen bonding and charge attraction play important roles in the processes of host-guest interaction. The interaction mechanism of inclusion processes could be explained by the analysis of NMR spectroscopy. The supramolecular assembly was formed. β-CD and HP-β-CD approached from the primary face of cavities of CDs.
KW - Absorption
KW - Cyclodextrin
KW - Fluorescence
KW - Meso-tetrakis (4-N-ethylpyridiniurmyl)porphyrin (TEPyP)
KW - Nuclear magnetic resonance (NMR)
UR - http://www.scopus.com/inward/record.url?scp=10644265935&partnerID=8YFLogxK
U2 - 10.1016/j.saa.2004.04.004
DO - 10.1016/j.saa.2004.04.004
M3 - Journal article
C2 - 15582808
AN - SCOPUS:10644265935
SN - 1386-1425
VL - 61
SP - 413
EP - 418
JO - Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy
JF - Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy
IS - 3
ER -